(-)-Rabdoternin A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	e26fac05-5624-4649-b8ca-3b81978d22cc
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name	(1R,2R,5S,7R,8R,9S,10S,11R,18R)-7,9,10,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-16-one
SMILES (Canonical)	CC1(CCCC23C1C(C(C45C2CCC(C4O)C(=C)C5O)(OC3=O)O)O)C
SMILES (Isomeric)	CC1(CCC[C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)C(=C)[C@H]5O)(OC3=O)O)O)C
InChI	InChI=1S/C20H28O6/c1-9-10-5-6-11-18-8-4-7-17(2,3)12(18)15(23)20(25,26-16(18)24)19(11,13(9)21)14(10)22/h10-15,21-23,25H,1,4-8H2,2-3H3/t10-,11-,12+,13+,14+,15-,18+,19-,20+/m0/s1
InChI Key	DWBNAAUVBIEEOE-WRLHIJJLSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₈O₆
Molecular Weight	364.40 g/mol
Exact Mass	364.18858861 g/mol
Topological Polar Surface Area (TPSA)	107.00 Å²
XlogP	0.70
Atomic LogP (AlogP)	0.72
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	0

Synonyms

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Rabdoternin A

128887-80-9

(1R,2R,5S,7R,8R,9S,10S,11R,18R)-7,9,10,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-16-one

Kaur-16-en-20-oic acid, 6,7,7,14,15-pentahydroxy-, 20,7-lactone, (6beta,7alpha,14R,15beta)-

DTXSID00926231

6,7,14,15-Tetrahydroxy-7,20-epoxykaur-16-en-20-one

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8950	89.50%
Caco-2	-	0.6248	62.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.8743	87.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6391	63.91%
BSEP inhibitior	-	0.7396	73.96%
P-glycoprotein inhibitior	-	0.8247	82.47%
P-glycoprotein substrate	-	0.8462	84.62%
CYP3A4 substrate	+	0.6417	64.17%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8205	82.05%
CYP3A4 inhibition	-	0.8093	80.93%
CYP2C9 inhibition	-	0.7417	74.17%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.6279	62.79%
CYP2C8 inhibition	-	0.5857	58.57%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.5371	53.71%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5802	58.02%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5291	52.91%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.3731	37.31%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	+	0.6574	65.74%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	+	0.7399	73.99%
PPAR gamma	-	0.5332	53.32%
Honey bee toxicity	-	0.8763	87.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.38%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.09%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.13%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.60%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.89%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.66%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.45%	93.03%
CHEMBL4530	P00488	Coagulation factor XIII	80.26%	96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.